Hiring Active Aging Facilitators – Outreach and Sales(multiple positions)

lady smiling while using a trike
Do you love making people feel welcome and empowered? Love being involved in community projects and opportunities for friendly contact with customers/participants? Do you want to make an impact? Join our team today!

IMPORTANT: We value diversity and inclusion and will prioritize applicants who are BIPOC, older adults (55+), and women/non-binary. We also warmly welcome ESL speakers. If we can make this easier through accommodation in the recruitment process, please contact us. We will review applications as they are received and we look forward to hearing from you. Note that these two positions are funded thanks in part to funding from the Government of Canada’s New Horizons program. That program is geared at helping community organizations offer exciting new job opportunities to older adults. As a result, ideal candidates will identify as BIPOC women and/or non-binary folk aged 55 or older. We strongly encourage others to be in touch, but understand that as part of a push towards more inclusion in a field that presents itself as a bastion of the young and male, identity matters. This is not our only job posting, so we strongly encourage all interested parties to send us their resume and a letter of interest in working here. For more info about all available positions, view our website, social media or send an email to [email protected]

Background on the opportunities

Winnipeg Trails runs a social enterprise called the Plain Bicycle Project. Since 2017, it has been successful in bringing lessons learned from Dutch cycling culture to Winnipeg. In the Netherlands, it is common to see groups of elderly people traveling daily to the grocery in complete comfort on bicycle designed to serve generations with comfortable rides, all blithely unaware that sights like this are much less common throughout North America. Winnipeg Trails and the Plain Bicycle project want to change that.

Winnipeg Trails also runs Winter;Peg, a project whose goal is to bring winter fun to everyone. We have a by-donation equipment library where we stock snowshoes, skis and kicksleds! A large part of our audience includes older adults looking for recreation opportunities near their home.

Another project of note is our Goal 5 bike project where we get plain bikes into the hands of BIPOC women in exchange for volunteer hours. We also offer a variety of workshops and how to ride a bike lessons.

In general, Winnipeg Trails is responding to sweeping international issues through local action, and we believe strongly that active aging is critical not just for the health and wellbeing of the people we serve, but our city and planet too.

Job Description

The job begins as soon as possible, up to 32 hrs/week starting at $17/hour. Lasting 3 months. Longer if funding allows.

Depending on the skills you already have and what you want to learn, picture yourself making people happy by fitting bikes, sharing ski equipment, reaching out to community and seniors organizations to make connections and develop new and/or current programs like Winnipeg Trails’ Goal 5 project. You may also find yourself waxing skis, fixing bikes, and brainstorming ways of building new trails or running a shop!

There are lots of ways new staff can play a role on our team. The below responsibilities are a place to start but not a complete list of possibilities.


As an Outreach and Sales Representative, your responsibilities could include:

    • Maintain strong relationships with customers and community
    • Responsible for quick email and social media response to customers/community
    • Relay important information and updates to customers/community
    • Assist in ordering and inventory management
    • Provide customers with accurate information about our projects, products and services
    • Help people find a bike for their needs
    • Communicate with staff online and in person
    • Help maintain a clean, organized and safe work environment
    • Assist with daily rental operations where required (fitting and dispatching bike and ski rental customers)
    • Language translation of website content/communications with customers
    • Inspect, repair and service bikes (as able and trained – not required but an asset)
    • Inspect, repair and service skis (as able and trained – not required but an asset)
    • Assist in organizing community workshops
    • Develop your ideas into action

Assets we seek in a Candidate

    • Multilingual (english + arabic, tigrinya, ojibwe, cree, etc..)
    • People skills
    • Good communicator
    • Able to navigate basic computer applications
    • Knowledge of basic bike mechanics or have a willingness to learn
    • Interest in cycling and other sustainable forms of transport
    • Self directed and team player
    • Desire to learn new skills
    • Passionate about making a difference and helping others

Other qualities valuable on our team: generous, ethical, compassionate, resourceful, courageous, and environmentally and socially focused

More about the job

Our work environment is primarily self directed and accommodating to employees needs, visions, and goals. We want to work with you and your ideas so we can alter the future’s trajectory towards complete depletion and inhospitable environments for most living things. This requires teamwork and teamwork is best when everyone is able to contribute their own ideas and feel supported to implement them.

We meet as a team every two weeks to discuss our work plans. Fixed shifts interacting with the public are often mixed with working from home or one of our workshops. Sometimes we work onsite, depending on the project.

We try to best accommodate requested schedules, are flexible with determining job complexes best suited to candidates, and offer training as needed including bike mechanics.

We strive to make an impact in all areas of our work. Our motto is if it’s not fun or fulfilling we don’t do it. There are plenty of opportunities to get outdoors, learn about the environment and each other, advocate for equitable public space and mobility options, make efforts towards reducing our city’s GHG emissions and carry out our commitments to Truth and Reconciliation Committee’s call to actions.

The job comes with access to a company plain bike as well as access to our fleet that includes cargo bikes!

We have a safe spaces policy for staff and work towards improving the work environment on an ongoing basis.


Our shops are located in central Winnipeg (267 Sherbrook and at the Forks) you may be working at both locations or only one if preferred. Some work may also occur from home if access to the internet is available.

267 Sherbrook location:

    • is wheelchair accessible (including bathroom)
    • climate controlled

The forks location is inside the train car in parking lot:

    • Is unfortunately not yet wheelchair accessible and has set of 6 steps to get inside train car (option to work from only accessible location is available)
    • Bathroom access inside main forks market
    • Train car is heated by electric heater by one area of shop may require gloves and warm clothes

Both locations:

    • Work alongside at least one other staff member
    • Security on site
    • Fridge available, and grocery and restaurants close by
    • Internet and phone access
    • On main bus routes

How to Apply 

Please send your resume with a cover letter to [email protected] or call 204-979-2133. Tell us about what excites you about working with us and how you see yourself contributing. Often our staff play several roles based on each person’s skill sets and you know best what would be ideal for you.

Thank you and pass this on! 

There are multiple positions so don’t hesitate to send this along to a friend, or even apply as a duo! And don’t sell yourself short know matter what your current skill set. You will be joining a team of action-oriented people whose multidisciplinary expertise ranges from mechanics, to city planning, to gardening and land steward knowledge, all with a commitment to learning, listening, and understanding.

Submit an application


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